CS195217B1 - 1,4-dialkyl-1,4-diazoniumbicyclo/2,2,2/octandibromides and process for preparing them - Google Patents

Abstract

The invention relates to 1,4-dialkyl-1,4-diazonium. bicyclo [2.2.2] octanedibromides of formula * R1_®N ^ N®-R22Br® \ _7 z and a method for producing them, wherein and R 2 is an alkyl chain having a carbon number 6 to 16 and R1 and R2 may be the same or Different meaning. As is known, some organic ammonium salts with long alkyl have lethal effects on microorganisms. Therefore, they are used as disinfectants means. For compounds which are the subject of of the invention have been discovered so far unknown effects on some microbial strains. In comparison and commercial preparations of this of the type currently used in CSSR, with found significant higher efficacy in particular to resistant gram negative microorganisms. Said compounds are prepared according to a method according to the invention, wherein: the essence is that the bromoalkane is reacted with 1,4-diazabicyclo [2.2.2] octane in methyl cyanide at boiling point for 4 hours

Description

195218 (11) (Bl)

DESCRIPTION OF THE INVENTION "i" ‘• i" "κ copyright certificate

/ 22 / Entries 04 78/21 / / PV 2358-78 / (51) lnt. Cl.3C 07 C 87/46

OFFICE OFFICE

AND DISCOVERIES (411) Published 28 04 79 (45) Published 15 05 82 (75)

Author of the invention LACKO IVAN ing., DEVÍNSKY FERDINAND ing.

and ANOTHER LIGHT RNDr., BRATISLAVA (54) M-dialkyl-A-diazonimycyclotazz.Z.Zloktándibromides and production methods

The invention relates to 1,4-dialkyl-1,4-diazonium bicyclo [2.2.2] octanedibromides of the general formula *

And wherein R 1 and R 2 are a alkyl chain having from 6 to 16 carbon atoms, and R 2 and R 2 may have the same or different meanings. As is known, some long chain alkyl ammonium salts exhibit lethal effects on microorganisms. Therefore, they are used as disinfectants. For the compounds of the present invention, no known effects on some microbial strains have been found to date.

In comparison with the commercial preparations of this type currently used in CSSR, it has yielded substantial higher efficacy predominantly on resistant gram-negative microorganisms. The compounds are prepared according to the invention by treating the bromoalkane with 1,4-diazabicyclo [2.2.2] octane in the methyl cyanide at a temperature of about 4 hours. Example 1 To 11.2 g (0.1 mol) of 1,4-diazabicyclo [2.2.2] octane dissolved in anhydrous methyl cyanide (30 ml) was added 33.0 g / 0.2 mol / l -bromohexane and the mixture is heated under a reflux for 4 hours. After completion of the reaction, the solvent was distilled off under reduced pressure, and the solid crude product was recrystallized from a mixture of dry acetone and methanol (10: 1). 1,4-dihexyl-1,4-diazonium bicyclo [2.2.2] octanedibromide is 278-279 ° C, yield 86.7, Rp = 0.78.

Example-2

The working procedure is similar to phaco in the case of 1-bromohexane, and 1-bromodecane was used for the alkylation. 1,4-didecyl-1,4-diazonium bicyclo [2.2.2] octanedibromidates 299-301 ° C, 87% yield, Rp = 0.61.

The working procedure is similar to that of Example 1, using 1-bromododecane instead of 1-bromohexane. 1,4-Dio-decyl-1,4-diazo-dicyclo [2.2.2] octane dibromide, m.p. 290-291 ° C;

Ry = 0.39. All compounds thus prepared combine polar, crystalline, insoluble, non-polar solvents. Melting points are uncorrected, acetone-1N HCl (10: 1) thin layer chromatography. Detection by Dragendorf reagent - Munier modification. 195217

Claims (2)

1. ' 1,4-dialkyl-1,4-diazonium bicyclo [2.2.2} octanedibromides of formula R,? R 2 Br ₂ ^Q wherein R ₁ and A-2 ^{brand £} ^ lkylový chain having a carbon number of 6 to 16 aa R can be the same or different meanings. 2. A process for the preparation of 2-compounds according to claim 1, which comprises reacting a bromoalkane having a carbon number of 6 to 16 with 1,4-diazabicyclo [2.2.2] octane in methyl cyanide at boiling point for 4 hours.